Ac-HGGG-NH2 | 642441-93-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Ac-HGGG-NH2
• 英文别名: N-Acetyl-L-histidylglycylglycylglycine；2-[[2-[[2-[[(2S)-2-acetamido-3-(1H-imidazol-5-yl)propanoyl]amino]acetyl]amino]acetyl]amino]acetic acid
• CAS: 642441-93-8
• 化学式: C₁₄H₂₀N₆O₆
• 分子量: 368.349
• InChiKey: OTOHPMJPKHCVRY-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  182
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (63)copper(II) nitrate 、 Ac-HGGG-NH2 以 水 为溶剂， 生成
  参考文献：
  名称：

  Nitrogen oxide interaction with copper complexes formed by small peptides belonging to the prion protein octa-repeat region

  摘要：

  研究了由来自N端朊病毒蛋白八重重复区肽形成的NO和铜（II）络合物之间的相互作用。在加入作为NO来源的NONO酸盐后，测试了pH值约为7.5的Cu-Ac-HGGG-NH2和Cu-Ac-PHGGGWGQ-NH2系统的水溶液。紫外-可见光、室温和冷冻溶液EPR光谱显示在所有这些络合物中发生了铜（II）还原。这些络合物的还原可能通过形成不稳定的NO加合物来介导，该加合物在重新氧化后，通过沿其方形金字塔结构的空位处的顶点配位，形成相对稳定的NO2-加合物。事实上，EPR磁参数（g‖和A‖或giso和Aiso）以及光学参数（λmax和εmax）的最大变化，为铜配位多面体从扭曲的方形金字塔到伪八面体的几何变化提供了理由。水溶液中氧的存在阻碍了NO对铜的还原能力，但它使还原更容易恢复到原始物种。为了阐明这种相互作用的可能机制，通过添加锌粉来跟踪这些配体络合铜的还原。进一步向含有还原铜的溶液中添加亚硝酸盐，得出的结论是亚硝酸盐很容易形成加合物，该加合物在重新氧化后呈现出与跟踪NO相互作用时获得的物种相同的光谱特征。这种相互作用的复杂性可能涉及

  DOI：

  10.1039/b617408f

文献信息

• Nitrogen oxide interaction with copper complexes formed by small peptides belonging to the prion protein octa-repeat region
  作者：Raffaele P. Bonomo、Giuseppe Pappalardo、Enrico Rizzarelli、Anna M. Santoro、Giovanni Tabb?、Laura I. Vagliasindi

  DOI：10.1039/b617408f

  日期：——

  The interaction between NO and copper(II) complexes formed by peptides coming from the N-terminal prion protein octa-repeat region was studied. Aqueous solutions of the Cu-Ac-HGGG-NH2 and the Cu-Ac-PHGGGWGQ-NH2 systems around pH 7.5 were tested after the addition of NONOates as a source of NO. UV-Vis, room temperature and frozen solution EPR spectra showed the occurrence of copper(II) reduction in all these complexes. The reduction of these complexes is probably mediated by the formation of a labile NO adduct, which, after re-oxidation, leads to a relatively stable NO2− adduct through the apical coordination along the void site of their square pyramidal structure. In fact, the most significant shifts in EPR magnetic parameters (g‖ and A‖ or giso and Aiso) as well as in the optical parameters (λmax and εmax) gave a reason for geometrical changes of the copper coordination polyhedron from a distorted square pyramid to a pseudo-octahedron. The presence of oxygen in the aqueous solution hindered the reduction ability of NO towards copper, but it made it easier to return to the original species. In order to elucidate the possible mechanism of this interaction, the reduction of copper complexed by these ligands was followed by means of zinc powder addition. The further addition of nitrite to the solution containing reduced copper led to the conclusion that nitrite could easily form an adduct, which after re-oxidation presented the same spectral features of the species obtained when the NO interaction was followed. The complexity of this interaction could involve both an inner or an outer-sphere electron transfer mechanism.

  研究了由来自N端朊病毒蛋白八重重复区肽形成的NO和铜（II）络合物之间的相互作用。在加入作为NO来源的NONO酸盐后，测试了pH值约为7.5的Cu-Ac-HGGG-NH2和Cu-Ac-PHGGGWGQ-NH2系统的水溶液。紫外-可见光、室温和冷冻溶液EPR光谱显示在所有这些络合物中发生了铜（II）还原。这些络合物的还原可能通过形成不稳定的NO加合物来介导，该加合物在重新氧化后，通过沿其方形金字塔结构的空位处的顶点配位，形成相对稳定的NO2-加合物。事实上，EPR磁参数（g‖和A‖或giso和Aiso）以及光学参数（λmax和εmax）的最大变化，为铜配位多面体从扭曲的方形金字塔到伪八面体的几何变化提供了理由。水溶液中氧的存在阻碍了NO对铜的还原能力，但它使还原更容易恢复到原始物种。为了阐明这种相互作用的可能机制，通过添加锌粉来跟踪这些配体络合铜的还原。进一步向含有还原铜的溶液中添加亚硝酸盐，得出的结论是亚硝酸盐很容易形成加合物，该加合物在重新氧化后呈现出与跟踪NO相互作用时获得的物种相同的光谱特征。这种相互作用的复杂性可能涉及